The Application of Vinamidinium Salt to the Synthesis of 3-Chloro-α-carbolines

Tian, Shaixiao; Mao, Yu; Jiang, Yong‐Jun; Xu, Guangyu

doi:10.1055/s-0037-1609151

Cited by 4 publications

References 12 publications

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A Comprehensive Review on Construction of Biologically Active α‐Carbolines From Synthetic And Natural Origin.

Gupta,

Khanal,

Laha

2024

Asian J Org Chem

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α‐Carboline is an important scaffold present in various synthetic and naturally obtained bioactive compounds possessing a wide range of pharmacological properties. Hence, in the current comprehensive review, we intend to present the main routes to the synthesis of α‐carboline analogs based on various pathways such as pyrrole, benzene, and pyridine ring annulation. The pathways include either or combinations of transition metal‐catalyzed amination/arylation, Graebe‐Ullmann reaction (thermal pyrolysis, photochemical cyclization), Diels‐Alder cycloaddition and condensation reactions, N‐Heterocyclic carbene catalysed reactions, decarboxylative annulation, etc. of substituted benzene, pyridine, quinoline, and indole derivatives in order to compare the potential of synthetic routes of this series and consolidate the development, current status and perspectives for the design of α‐carboline analogs. Various pharmacological and spectroscopy functions of the compounds belonging to this class are summarized herewith. It also discusses the synthesis of functionalized bioactive naturally obtained hetero‐annulated α‐ carbolines.

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A Comprehensive Review on Construction of Biologically Active α‐Carbolines From Synthetic And Natural Origin.

Gupta,

Khanal,

Laha

2024

Asian J Org Chem

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Recent advances in catalytic synthesis of pyridine derivatives

Torabi

Yarie

Baghery

et al. 2023

Recent Developments in the Synthesis and Applications of Pyridines

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32.3.4.2 1-Nitrogen-Functionalized 2-Haloalkenes (Update 2020)

Tong,

Kunz,

Jaschinski

et al. 2020

Knowledge Updates 2020/2

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This chapter is an update to the earlier Science of Synthesis contribution (Section 32.3.4) describing general synthetic methods to access 1-nitrogen-functionalized 2-haloalkenes. It puts a new focus on recent synthetic developments for this rather broad class of compounds, covering the literature from 2008 until 2018. The contents are broadly categorized by discussing methods of synthesis first, followed by specific reactivities. The synthetic methods section is arranged according to the number of substituents attached to the alkene core. Due to the vast number of examples in the literature, the current overview represents a selection of methods. In particular, when describing reactivities with 1-nitrogen-functionalized 2-haloalkenes, only archetypical examples are shown, while explicit variants are omitted.

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The Application of Vinamidinium Salt to the Synthesis of 3-Chloro-α-carbolines

Abstract: A convenient synthesis of 3-chloro-α-carbolines by the condensation of vinamidinium salt with 2-indolinones via two steps is reported. This protocol has the advantages of readily available starting materials, high yields and easy workup.

Cited by 4 publications

References 12 publications

A Comprehensive Review on Construction of Biologically Active α‐Carbolines From Synthetic And Natural Origin.

A Comprehensive Review on Construction of Biologically Active α‐Carbolines From Synthetic And Natural Origin.

Recent advances in catalytic synthesis of pyridine derivatives

32.3.4.2 1-Nitrogen-Functionalized 2-Haloalkenes (Update 2020)

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